2-Amino-2',5-dichlorobenzophenone → 2-Bromo-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetamide

HRID 1632463Notes

Reaction equation

HRID 1632463 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])=[O:5].[Br:18][CH2:19][C:20](Cl)=[O:21]>C(OCC)C>[Br:18][CH2:19][C:20]([NH:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[Cl:12])=[O:5])=[O:21]

Participants

4

Reactant 2

HCID 180692-Amino-2',5-dichlorobenzophenoneHCID 89602Bromoacetyl chloride

Product 1

HCID 796402-Bromo-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To an iced solution of 266 g (1 mol) of 2-amino-2',5-dichlorobenzophenone in 3 liters of ethyl ether there are added, drop by drop, 90 cc (1.1 mol) of bromoacetyl chloride dissolved in 500 cc of ethyl ether. The batch is allowed to come to room temperature, whereupon it is evaporated to dryness and the crystalline residue extracted with petroleum ether and filtered. In this manner, 371 g of crystals are recovered.

Workup

  1. customto come to room temperature, whereupon it
  2. customis evaporated to dryness
  3. extractionthe crystalline residue extracted with petroleum ether
  4. filtrationfiltered
  5. customIn this manner, 371 g of crystals are recovered

Sources & evidence

ORD record
ord-4e0dc5d56860464e8cb9a52904803e5d
Source dataset
uspto-grants-1984_10
Patent number
US04476061

Reaction notes

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